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EP2524939A1 - Procédé de préparation de polymères antisalissure sous forme de copeaux ou de granulés - Google Patents

Procédé de préparation de polymères antisalissure sous forme de copeaux ou de granulés Download PDF

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Publication number
EP2524939A1
EP2524939A1 EP11004060A EP11004060A EP2524939A1 EP 2524939 A1 EP2524939 A1 EP 2524939A1 EP 11004060 A EP11004060 A EP 11004060A EP 11004060 A EP11004060 A EP 11004060A EP 2524939 A1 EP2524939 A1 EP 2524939A1
Authority
EP
European Patent Office
Prior art keywords
polymer
pet
poet
ionic
anionic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP11004060A
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German (de)
English (en)
Inventor
designation of the inventor has not yet been filed The
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant Brazil SA
Clariant International Ltd
Original Assignee
Clariant Brazil SA
Clariant International Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Clariant Brazil SA, Clariant International Ltd filed Critical Clariant Brazil SA
Priority to EP11004060A priority Critical patent/EP2524939A1/fr
Publication of EP2524939A1 publication Critical patent/EP2524939A1/fr
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/201—Pre-melted polymers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715—Polyesters or polycarbonates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds

Definitions

  • the instant invention relates to a process for the preparation of flaked, pelletized or finely granulated polyethylene-polyoxyethylene terephthalate (PET-POET) polymers, useful as soil release agents in laundry and fabric care products.
  • PET-POET polyethylene-polyoxyethylene terephthalate
  • Laundry detergent compositions containing soil release polymers have been widely disclosed in the art.
  • soil release agent is applied to materials that modify the fabric surface minimizing the subsequent soiling and making the cleaning of the fabric easier on further washing cycles.
  • Polyesters of terephthalic and other aromatic dicarboxylic acids more specifically polyethylene terephthalate - polyoxyethylene terephthalate (PET-POET) polymers, are known to have soil release properties.
  • PET-POET polymers as soil release agent was described in GB 1 467 098 and US 3,557,039 .
  • PET-POET polymers are viscoelastic materials meaning that they exhibit both viscous and elastic characteristics when undergoing a deformation. While elastic materials strain instantaneously when submitted to a shear stress and quickly return to their original state once the stress is removed, viscous materials respond to the stress with a flow that persists as long as the stress is applied. When the stress is removed, viscous materials do not return to their original shape because the force has been used up in the fluid flow.
  • the PET-POET polymer At temperatures above the melting point, the PET-POET polymer is a liquid with a measurable viscosity and normal stresses in simple shear flow indicate the viscoelasticity of the melt. When the temperature is reduced, the viscosity increases rapidly and the melt displays a pronounced elastic recovery from any deformation. Without to be bound to the theory, it is believed that the viscoelastic properties of PET-POET polymers described above are responsible for some of the difficulties in the processing of such polymers. During the processing of PET-POET polymers, even the increase of temperature due to the engine heat causes the polymer to become sticky, forming lumps of molten and un-molten polymer. This characteristic e.g. makes it difficult to obtain finely granulated PET-POET polymer.
  • the formation of a homogeneous paste occurs which can be cooled and solidified and further processed by pelletization or granulation in an extruder.
  • the invention pertains to a process for the preparation of a flaked or pelletized or finely granulated non-ionic or anionic homo- or copolymer of polyethyleneterephthalate (PET) and/or polyoxyethyleneterephthalate (POET) that comprises heating such polymer to melt it, mixing the molten polymer with a powdered organic or inorganic substrate, allowing the mixture to solidify whereby the polymer and the powdered organic or inorganic substrate stay in intimate contact and converting the solid by any suitable particle forming process into flakes or pellets or granules.
  • PET polyethyleneterephthalate
  • POET polyoxyethyleneterephthalate
  • PET-POET polymers In the context of the present application the non-ionic or anionic homo- or copolymers of polyethyleneterephthalate (PET) and/or polyoxyethylene-terephthalate (POET) used in the process of the invention are shortly addressed as "PET-POET polymers".
  • the flaked or pelletized or granulated non-ionic or anionic PET-POET polymer prepared by the process of the instant invention may be incorporated into cleaning compositions such as powder detergents, fabric softeners, hard surface cleaners, pre-treatment products giving the compositions the soil release property and all the other effects expected from the polymers such as anti-redeposition and primary detergency.
  • cleaning compositions such as powder detergents, fabric softeners, hard surface cleaners, pre-treatment products giving the compositions the soil release property and all the other effects expected from the polymers such as anti-redeposition and primary detergency.
  • the non-ionic or anionic PET-POET polymer is molten by raising the temperature above its melting point and preferably to a temperature in the range of 70 to 150 °C.
  • the powdered organic or inorganic substrate is added under constant stirring and when a uniform melt is obtained, it is cooled and the solid formed is flaked or pelletized or granulated by any suitable means.
  • the final product will be a flake, a pellet or a finely divided granulate.
  • the ratio between the powdered organic or inorganic substrate and the non-ionic or anionic PET-POET polymer preferably is from 1 : 99 to 99 : 1, more preferably from 20 : 80 to 80 : 20 and even more preferably from 40 : 60 to 60 : 40.
  • Suitable powdered organic or inorganic substrates comprise but are not limited to alkali metal or earth alkali metal carbonates, bicarbonates, borates, silicates, layered silicates, metal sulphates, metal phosphates, metal tripolyphosphates and citrates, zeolites, starch, sugar or mixtures of these.
  • the property 'powdered' means that substrates have a mean particle size in the range of from 1 to 100 ⁇ m, preferably from 5 to 80 ⁇ m, determined by sieving analysis.
  • the powdered organic or inorganic substrates are selected from the group consisting of sulphates and carbonates and more preferably from the group consisting of alkali metal sulphates, earth alkali metal sulphates, alkali metal carbonates and earth alkali metal carbonates.
  • alkali metal sulphates and alkali metal carbonates are preferred and sodium sulphate and sodium carbonate are particularly preferred.
  • non-ionic or anionic PET-POET polymers are water soluble or water dispersible and are selected from the anionic polyesters described in WO 2007/079850 and WO 2008/110318 .
  • non-ionic or anionic PET-POET polymers have a structure according to the following formula (2) wherein
  • the groups indexed with "r” and “t” may have a statistical, random or block-wise distribution and preferably a random distribution.
  • the molar ratio of the components b), c), d), e) and f), each relating to 1 mol of component a), is of from 1.0 to 2.5 mol for component b); 0 mol for component c); of from 0 to 0.4 mol for component d); of from 0 to 0.25 mol for component e) and of from 0 to 0.2 mol for component f).
  • the molar ratio of the components b), c), d), e) and f), each relating to 1 mol of component a), is of from 1.0 to 2.5 mol for component b); 0 mol for component c); of from 0.1 to 0.3 mol for component d); of from 0 to 0.2 mol for component e) and of from 0 to 0.1 mol for component f).
  • component a) used in the polycondensation to prepare the polymers A is terephthalic acid and/or terephthalic acid dimethyl ester.
  • the polyethylene glycol d) optionally used in the polycondensation to prepare the polymers A has an average molar mass [M n ] of from 2 000 to 7 000, more preferably of from 5 000 to 6 000 and even more preferably of 6 000.
  • the polymers A have a flow factor (ffc) of more than 8, more preferred of from 10 to 30.
  • the polymers A have a melting point of more than 40 °C, more preferably of more than 50 °C and even more preferably of more than 55 °C.
  • the polymers A have a molecular weight with a peak maximum Mp of from 4 000 to 15 000 g/mol.
  • Fig. 1 shows an essentially schematic flow illustration of the process of the instant invention performed in several subsequent steps. This flow scheme is intended to illustrate the invention without limiting it thereto.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Polyesters Or Polycarbonates (AREA)
EP11004060A 2011-05-17 2011-05-17 Procédé de préparation de polymères antisalissure sous forme de copeaux ou de granulés Withdrawn EP2524939A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP11004060A EP2524939A1 (fr) 2011-05-17 2011-05-17 Procédé de préparation de polymères antisalissure sous forme de copeaux ou de granulés

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP11004060A EP2524939A1 (fr) 2011-05-17 2011-05-17 Procédé de préparation de polymères antisalissure sous forme de copeaux ou de granulés

Publications (1)

Publication Number Publication Date
EP2524939A1 true EP2524939A1 (fr) 2012-11-21

Family

ID=44483915

Family Applications (1)

Application Number Title Priority Date Filing Date
EP11004060A Withdrawn EP2524939A1 (fr) 2011-05-17 2011-05-17 Procédé de préparation de polymères antisalissure sous forme de copeaux ou de granulés

Country Status (1)

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EP (1) EP2524939A1 (fr)

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3557039A (en) 1963-06-05 1971-01-19 Ici Ltd Aqueous dispersion of block or graft polymer useful in surface modifying treatment of polyester shaped articles
GB1467098A (en) 1974-06-25 1977-03-16 Procter & Gamble Detergent compositions hving soil release properties
US4569772A (en) * 1984-09-04 1986-02-11 Colgate-Palmolive Stabilization of polyethylene terephthalate-polyoxyethylene terephthalate soil release promoting polymers
US4908039A (en) * 1987-08-10 1990-03-13 Colgate-Palmolive Co. Built particulate detergent containing a narrow range alcohol ethoxylate and a PET-POET copolymer soil release agent
DE4408360A1 (de) * 1994-03-14 1995-09-21 Henkel Kgaa Verfahren zur Herstellung schmutzlösender Granulate
US5834548A (en) * 1994-11-18 1998-11-10 Basf Aktiengesellschaft Process for preparing fine-particle mixtures of amphiphilic polymers and inorganic solids
WO2007079850A1 (fr) 2005-12-21 2007-07-19 Clariant Produkte (Deutschland) Gmbh Polymere anionique detachant les salissures
WO2008110318A2 (fr) 2007-03-15 2008-09-18 Clariant Finance (Bvi) Limited Polyesters antisalissures anioniques

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3557039A (en) 1963-06-05 1971-01-19 Ici Ltd Aqueous dispersion of block or graft polymer useful in surface modifying treatment of polyester shaped articles
GB1467098A (en) 1974-06-25 1977-03-16 Procter & Gamble Detergent compositions hving soil release properties
US4569772A (en) * 1984-09-04 1986-02-11 Colgate-Palmolive Stabilization of polyethylene terephthalate-polyoxyethylene terephthalate soil release promoting polymers
US4908039A (en) * 1987-08-10 1990-03-13 Colgate-Palmolive Co. Built particulate detergent containing a narrow range alcohol ethoxylate and a PET-POET copolymer soil release agent
DE4408360A1 (de) * 1994-03-14 1995-09-21 Henkel Kgaa Verfahren zur Herstellung schmutzlösender Granulate
US5834548A (en) * 1994-11-18 1998-11-10 Basf Aktiengesellschaft Process for preparing fine-particle mixtures of amphiphilic polymers and inorganic solids
WO2007079850A1 (fr) 2005-12-21 2007-07-19 Clariant Produkte (Deutschland) Gmbh Polymere anionique detachant les salissures
WO2008110318A2 (fr) 2007-03-15 2008-09-18 Clariant Finance (Bvi) Limited Polyesters antisalissures anioniques

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